Radical cyclization in heterocycle synthesis. 12. Sulfanyl radical addition-addition-cyclization (SRAAC) of unbranched diynes and its application to the synthesis of A-ring fragment of 1 alpha,25-dihydroxyvitamin D-3

Authors
Miyata, O Nakajima, E Naito, T
Citation
O. Miyata et al., Radical cyclization in heterocycle synthesis. 12. Sulfanyl radical addition-addition-cyclization (SRAAC) of unbranched diynes and its application to the synthesis of A-ring fragment of 1 alpha,25-dihydroxyvitamin D-3, CHEM PHARM, 49(2), 2001, pp. 213-224
Citations number
60
Categorie Soggetti
Chemistry & Analysis
Journal title
CHEMICAL & PHARMACEUTICAL BULLETIN
ISSN journal
00092363 → ACNP
Volume
49
Issue
2
Year of publication
2001
Pages
213 - 224
Database
ISI
SICI code
0009-2363(200102)49:2<213:RCIHS1>2.0.ZU;2-P
Abstract
Sulfanyl radical addition-addition-cyclization (SRAAC) of unbranched diynes proceeded smoothly to give cyclized exo-olefins, while the sulfanyl radica l addition-cyclization-addition (SRACA) of diynes having a quaternary carbo n gave cyclized endo-olefins. This method was successfully applied to the s ynthesis of A-ring fragment of 1 alpha ,25-dihydroxyvitamin D-3.