✦ LIBER ✦

A concise synthesis of the brassinolide side chain

✍ Scribed by Thomas G. Back; Peter G. Blazecka; M. Vijaya Krishna

Publisher: Elsevier Science
Year: 1991
Tongue: French
Weight: 82 KB
Volume: 32
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)93468-3

No coin nor oath required. For personal study only.

✦ Synopsis

The brassinolide side chain was produced by the addition of (E)-propenyllithium to the C-22 aldehyde 2, followed by Sharpless epoxidation and epoxide opening with i-Pr2CuCNLi 2.

Brassinolide 1(!) is a potent plant growth-promoter that was discovered by Grove et al. in 1979. 2 Its biological activity and unusual structure have made it and related compounds the targets of several recent syntheses. 3 The brassinolide side chain, with contiguous chiral centers at C-20, C-22, C-23 and C-24, and

📜 SIMILAR VOLUMES

A Concise and Stereoselective Synthesis

A Concise and Stereoselective Synthesis of the Brassinolide and Related Compounds Side Chains.

✍ Lizeng Peng; Yulin Li; Weidong Z. Li 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 145 KB 👁 1 views

A concise and stereoselective synthesis

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

✍ Lizeng Peng; Yulin Li; WeidongZ Li 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 133 KB

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

ChemInform Abstract: Concise, Improved P

ChemInform Abstract: Concise, Improved Procedure for the Synthesis of Brassinolide and Some Novel Side-Chain Analogues.

✍ T. G. BACK; D. L. BARON; W. LUO; S. K. NAKAJIMA 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 2 views

Stereocontrolled synthesis of the brassi

Stereocontrolled synthesis of the brassinolide side chain via a pyranone derivative

✍ Tetsuji Kametani; Katsuyuki Keino; Masaharu Kigawa; Masayoshi Tsubuki; Toshio Ho 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 151 KB

Stereoselective synthesis of the brassin

Stereoselective synthesis of the brassinolide side chain; novel syntheses of brassinolide and related compounds

✍ Zhou Wei-shan; Jiang Biao; Pan Xin-fu 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 813 KB

A stereoselective synthesis of the brassinolide side chain involves the lactonlzation of Z-10 under acidic condition to give an @,p-unsa-'h, COzH a.6 C

Novel construction of the brassinolide s

Novel construction of the brassinolide side chain

✍ Lizeng Peng; Huawei Liu; Tao Zhang; Fengzhi Zhang; Tiansheng Mei; Yi Li; Yulin L 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 100 KB