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Asymmetric Synthesis of the C(17)——C(28) Subunit of Didemnaketal B

Asymmetric Synthesis of the C(17)——C(28) Subunit of Didemnaketal B
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摘要 The stereocontrolled synthesis of the C(17)--C(28) fragment 3 of didemnaketal B was accomplished in 21 steps from the natural (R)-(+)-pulegone and (S)-(--)-citronellal. The key steps involved diastereoselective construction of two chiral carbon centers through the intramolecular chiral induction and uncommon Julia olefination of ketone forming the E-trisubstituted C(22)--C(23) double bound. The stereocontrolled synthesis of the C(17)--C(28) fragment 3 of didemnaketal B was accomplished in 21 steps from the natural (R)-(+)-pulegone and (S)-(--)-citronellal. The key steps involved diastereoselective construction of two chiral carbon centers through the intramolecular chiral induction and uncommon Julia olefination of ketone forming the E-trisubstituted C(22)--C(23) double bound.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2007年第9期1357-1362,共6页 中国化学(英文版)
基金 Project supported by the National Natural Science Foundation of China (Nos. 20021001, 203900501) and the Chang Jiang Scholars Program of China.
关键词 didemnaketal B stereoselective synthesis Mitsunobu reaction Julia coupling didemnaketal B, stereoselective synthesis, Mitsunobu reaction, Julia coupling
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