Total synthesis of the marine natural product. DELTA. 9 (12)-capnellene. Reversal of regiochemistry in the intramolecular 1, 3-diyl trapping reaction

RD Little, GL Carroll, JL Petersen

Index: Little,R.D.; Carroll,G.L.; Peterson,J.L. Journal of the American Chemical Society, 1983 , vol. 105, p. 928

Full Text: HTML

Citation Number: 44

Abstract

Abstract: A total synthesis of the marine natural product A9 ('2)-capnellene (6) is described. An intramolecular 1, 3-diyl trapping reaction constituted the cornerstone of the strategy that was utilized to achieve this objective. Unlike all previous intramolecular diyl trapping reactions that have been conducted, the major product was not a linearly fused tricyclopentanoid. Rather, ketone 16, possessing a tricyclo [5.3. 1. 02* 6] undecane ring ...

Related Articles:

Generation, rearrangements and some synthetic uses of bishomoallyllithiums

[Chen, Fangping; Mudryk, Boguslaw; Cohen, Theodore Tetrahedron, 1994 , vol. 50, # 45 p. 12793 - 12810]

Generation, rearrangements and some synthetic uses of bishomoallyllithiums

[Chen, Fangping; Mudryk, Boguslaw; Cohen, Theodore Tetrahedron, 1994 , vol. 50, # 45 p. 12793 - 12810]

More Articles...