Weidong Z. Li

First total synthesis and absolute configuration of marine cembrane diterpenoid (+)-11,12-epoxysarcophytol A

A concise and efficient total synthesis of (+)-11,12-epoxysarcophytol A (1), an epoxy cembrane diterpenoid from marine soft coral Lobophytum, is described, which allows the assignment of an absolute configuration (11S,12S) of the epoxide function unambiguously.

An enantioselective synthetic strategy toward the polyhydroxylated agarofuran

Abstract This paper describes a new approach for the enantioselective syntheses of naturally occurring polyhydroxylated dihydroagarofuran sesquiterpenoids starting from (−)-carvone. Through utilizing asymmetric Robinson annulation and acetoxylation as key steps, the agarofuran skeleton was enantioselectively constructed and an oxyfunctionalized group was introduced into the C-1 position. The important intermediate 23 to dihydroagarofuran was obtained in eleven steps.

Asymmetric total synthesis of (−)-isocelorbicol, a natural dihydroagarofuran sesquiterpenoid

Abstract The first enantioselective total synthesis of (−)-isocelorbicol, a naturally occurring sesquiterpene polyol of the agarofuran group, starting from optically active 9-oxo-10-epi-α-cyperone ( 8 ) is described.

Concise and efficient total syntheses of (±)-sarcophytols A and B, two antitumor cembrane diterpenoids, by an intramolecular McMurry olefination strategy

Abstract Efficient total syntheses of (±)-sarcophytol A and B, two antitumor cembrane diterpenoids isolated from marine soft corals, were presented by a low-valent titanium-mediated intramolecular McMurry olefination strategy starting from trans, trans-farnesol.

FIRST TOTAL SYNTHESIS OF (±)-GLYFLAVANONE-A

ABSTRACT First convergent synthesis (±)-glyflavanone-A (1), a novel pyranoflavanone natural product, starting from phloroacetophenone and p-anisaldehyde is described.

A concise and stereoselective synthesis of the brassinolide and related compounds’ side chains

A stereoselective synthesis of brassinolide, which involves construction of the side chain by highly stereoselective aldol reaction of 20S-6β-methoxy-3α,5-cyclo-5α-pregnane-20-carboxadehyde 5 with the anion of α-silyloxy ketone 6 is described.

Enantioselective total synthesis of natural 11,12-epoxycembrene-C

Abstract The first enantioselective total synthesis of (+)-11,12-epoxycembrene-C (1), a novel naturally occurring cembranoxide isolated from tropical marine soft coral, was achieved via a general approach by employing an intramolecular McMurry coupling and Sharpless asymmetric epoxidation as key steps from readily available starting materials.

Enantioselective total synthesis of (+)-3,4-epoxycembrene-A

Abstract A concise and efficient total synthesis of (+)-3,4-epoxycembrene-A 1 , an epoxy cembrane diterpenoid from tropical marine soft coral, is described. The synthesis features the use of an intramolecular McMurry coupling and Sharpless asymmetric epoxidation as key steps.

Acid‐Promoted Ring Opening of α‐Hydroxyl Cyclobutanones: A Novel and Facile One‐Pot Synthesis of Nitrile Derivatives

Abstract A facile one‐pot synthesis of nitriles via a ring‐opening reaction of cyclobutanone adducts with hydroxylamine hydrochloride was developed.

First enantioselective total synthesis of (natural) (+)-11,12-epoxy-11,12-dihydrocembrene-C and (−)-7,8-epoxy-7,8-dihydrocembrene-C

The first enantioselective total syntheses of (+)-11,12-epoxy-11,12-dihydrocembrene-C 1 and (−)-7,8-epoxy-7,8-dihydrocembrene-C 2, two naturally occurring cembranoxides isolated from tropical marine soft corals, are achieved via a general approach by employing an intramolecular McMurry coupling and Sharpless asymmetric epoxidation as key steps from readily available starting materials. The syntheses presented here verify the absolute stereochemistry assignment of 1 as (11S,12S) by Bowden et al. two decades ago, and the epoxy configuration of 2 was assumed as (7R,8R) accordingly.