NEW ROUTE TO (+)-(20R)-DE-AB-CHOLESTA-8(14),22-DIEN-9-ONE AND (+)-(20S)-DE-AB-ISOCHOLESTA-8(14),22-DIEN-9-ONE FROM (S)-2,3-O-ISOPROPYLIDENEGLYCERALDEHYDE AND (R)-2,3-O-ISOPROPYLIDENEGLYCERALDEHYDE

被引:15
作者
SUZUKI, T [1 ]
SATO, E [1 ]
UNNO, K [1 ]
KAMETANI, T [1 ]
机构
[1] HOSHI UNIV,INST MED CHEM,SHINAGAWA KU,TOKYO 142,JAPAN
关键词
D O I
10.1039/c39880000724
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:724 / 726
页数:3
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共 26 条
[11]   OXIDATION OF LONG-CHAIN AND RELATED ALCOHOLS TO CARBONYLS BY DIMETHYL-SULFOXIDE ACTIVATED BY OXALYL CHLORIDE [J].
MANCUSO, AJ ;
HUANG, SL ;
SWERN, D .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (12) :2480-2482
[12]  
MULLER R, 1979, SYNTHESIS-STUTTGART, P730
[13]   CAMPHORAE - CHIRAL INTERMEDIATES FOR TOTAL SYNTHESIS OF STEROIDS [J].
STEVENS, RV ;
GAETA, FCA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (18) :6105-6106
[14]   GENERATION NUCLEAR MAGNETIC RESONANCE SPECTRA AND ALKYLATION OF ENOLATES FROM TRIALKYLSILYL ENOL ETHERS [J].
STORK, G ;
HUDRLIK, PF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (16) :4464-&
[15]   REGIOSPECIFIC MICHAEL REACTIONS IN APROTIC-SOLVENTS WITH ALPHA-SILYLATED ELECTROPHILIC OLEFINS - APPLICATION TO ANNELATION REACTIONS [J].
STORK, G ;
SINGH, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (19) :6181-6182
[16]   ISOLATION OF KETONE ENOLATES AS TRIALKYLSILYL ETHERS [J].
STORK, G ;
HUDRLIK, PF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (16) :4462-&
[17]   ALPHA-SILYLATED VINYL KETONES - NEW CLASS OF REAGENTS FOR ANNELATION OF KETONES [J].
STORK, G ;
GANEM, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (18) :6152-6153
[18]   ENANTIOSELECTIVE SYNTHESIS OF TRANS-OCTAHYDRO-1,6-DIOXONINDEN-4-YLPROPIONIC ACID FROM (R)-2,3-O-ISOPROPYLIDENEGLYCERALDEHYDE BY TANDEM ORTHOESTER CLAISEN REARRANGEMENT [J].
SUZUKI, T ;
SATO, E ;
UNNO, K ;
KAMETANI, T .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (12) :2263-2268
[19]   A SIMPLE SYNTHESIS OF DE-AB-CHOLESTA-8(14),22-DIEN-9-ONE BY HIGHLY STEREOSELECTIVE DOUBLE MICHAEL ADDITION INVOLVING ALKENYLCOPPER-PHOSPHINE COMPLEX, VINYL KETONE, AND 2-METHYL-2-CYCLOPENTENONE FOLLOWED BY CLAISEN REARRANGEMENT AND RHODIUM-PROMOTED DECARBONYLATION [J].
TAKAHASHI, T ;
NAITO, Y ;
TSUJI, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (17) :5261-5263
[20]   NEW SYNTHESIS OF A CHIRAL STEROID CD-RING SYNTHON BY MEANS OF ENANTIOSELECTIVE DOUBLE MICHAEL ADDITION [J].
TAKAHASHI, T ;
OKUMOTO, H ;
TSUJI, J .
TETRAHEDRON LETTERS, 1984, 25 (18) :1925-1928