ASSEMBLING SYNTHONS IN A CHIRAL FORM - EQUIVALENCE OF 6H,12H-DIBENZO[B,F][1,5]DITHIOCIN-S,S'-DIOXIDE TO 2 CHIRAL BENZYL UNITS

被引：8

作者：

COSSU, S

DELUCCHI, O

PIGA, E

LICINI, G

机构：

[1] UNIV VIENNA, DIPARTIMENTO CHIM, VIA VIENNA 2, I-07100 SASSARI, ITALY

[2] UNIV PADUA, CTR MECCAN REAZIONI ORGAN, CNR, DIPARTIMENTO CHIM ORGAN, I-35131 PADUA, ITALY

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 15期

关键词：

ASYMMETRIC SYNTHESIS; 6H,12H-DIBENZO[BF][1,5]DITHIOCINE; ENANTIOSELECTIVE OXIDATION; SULFOXIDES;

D O I：

10.1016/0040-4039(92)88139-V

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two benzyl groups can be assembled with a chiral shape in the 6H,12H-Dibenzo[bf][1,5]dithiocine structure which can be resolved into its antipods via enantioselective oxidation to the bissulfoxide. The latter affords one single diastereoisomer in the methylation of its bis-anion. The two sulfur atoms serve as linking agents, holder and transmitter of chirality, and activating functionalities.

引用

页码：2053 / 2054

页数：2

共 10 条

[1] CONTE V, 1991, STUD SURF SCI CATAL, V66, P385
[2] HIGH-SYMMETRY CHIRAL ORGANOSULFUR COMPOUNDS - 6,7-DITHIO-DIBENZO[C,E][1,2]DITHIIN AND 5,6-DITHIO-DIBENZOTHIOPHENE
COSSU, S
DELUCCHI, O
PIGA, E
VALLE, G
[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1991, 63 (1-2): : 51 - 56
[3] BIFUNCTIONAL CHIRAL AUXILIARIES-3 - SYNTHESIS OF HOMOCHIRAL 1,3-DIOLS VIA ASYMMETRIC ALDOL REACTIONS OF DIALKYLBORON ENOLATES OF 1,3-DIPROPIONYL-TRANS-4,5-DIPHENYL-IMIDAZOLIDIN-2-ONE AND ALDEHYDES
DAVIES, SG
MORTLOCK, AA
[J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (10) : 1001 - 1004
[4] BIFUNCTIONAL CHIRAL AUXILIARIES .1. THE ALDOL REACTION BETWEEN DIALKYLBORON ENOLATES OF 1,3-DIPROPIONYL-TRANS-4,5-TETRAMETHYLENEIMIDAZOLIDIN-2-ONE AND ALDEHYDES
DAVIES, SG
MORTLOCK, AA
[J]. TETRAHEDRON LETTERS, 1991, 32 (36) : 4787 - 4790
[5] BIFUNCTIONAL CHIRAL AUXILIARIES .2. THE SYNTHESIS OF 1,3-DIACYLIMIDAZOLIDIN-2-ONES FROM 1,2-DIAMINES
DAVIES, SG
MORTLOCK, AA
[J]. TETRAHEDRON LETTERS, 1991, 32 (36) : 4791 - 4794
[6] DIFURIA F, 1984, SYNTHESIS-STUTTGART, P325
[7] CONFORMATION AND RELATIVE CONFIGURATION OF THE STEREOISOMERIC 2,8-DIHYDRODIBENZO[B,F][1,5]DITHIOCIN 1,7-DIOXIDES
NOGRADI, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (05): : 1261 - 1263
[8] PIGA E, 1990, THESIS U SASSARI
[9] VALLE G, UNPUB
[10] YOUSSEF AK, 1973, ORG PREP P INT, V5, P133

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