STEREOSPECIFIC DEHYDRATIVE ALKYLATION OF BIS-SULFONES - SYNTHESIS OF A LESSER TEA TORTRIX PHEROMONE(1)

被引：47

作者：

YU, JR ^{[1
]}

CHO, HS ^{[1
]}

FALCK, JR ^{[1
]}

机构：

[1] UNIV TEXAS,SW MED CTR,DEPT PHARMACOL,DALLAS,TX 75235

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 22期

关键词：

D O I：

10.1021/jo00074a010

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The intra- and intermolecular condensation of alcohols with bis-sulfone methylenes, i.e., dehydrative alkylation, using DEAD and Ph3P proceeds stereospecifically at room temperature under essentially neutral conditions affording good to excellent yields of alkylation/annulation products.

引用

页码：5892 / 5894

页数：3

共 26 条

[21] THE USE OF DIETHYL AZODICARBOXYLATE AND TRIPHENYLPHOSPHINE IN SYNTHESIS AND TRANSFORMATION OF NATURAL-PRODUCTS [J].

MITSUNOBU, O .

SYNTHESIS-STUTTGART, 1981, (01) :1-28

[22]

SIMPKINS NS, 1983, SULPHONES ORGANIC SY

[23] SYNTHESES OF THE STEREOISOMERS OF THE SEX-PHEROMONES OF THE SOUTHERN CORN-ROOTWORM AND LESSER TEA TORTRIX [J].

SONNET, PE .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (19) :3793-3796

[24] A NEW, HIGHLY EFFICIENT METHOD FOR THE CONVERSION OF ALCOHOLS TO THIOLESTERS AND THIOLS [J].

VOLANTE, RP .

TETRAHEDRON LETTERS, 1981, 22 (33) :3119-3122

[25]

WADA M, 1972, TETRAHEDRON LETT, V32, P1279

[26] INTRAMOLECULAR MITSUNOBU DISPLACEMENT WITH CARBON NUCLEOPHILES - PREPARATION OF ALPHA-NITROCYCLOPROPANES [J].

YU, JR ;

FALCK, JR ;

MIOSKOWSKI, C .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) :3757-3759

← 1 2 3 →