Regio- and stereospecific Me3SiI-promoted intramolecular displacement of hydroxy group by sulfide .2. Polyhydroxylated thiepane ring contraction to thiolane or thiane derivative. Synthesis of enantiopure polyalcohols

被引：20

作者：

Cere, V

Peri, F

Pollicino, S

机构：

[1] Department of Organic Chemistry, A. Mangini-University of Bologna, 1-40136 Bologna, Viale Risorgimento

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 24期

关键词：

D O I：

10.1021/jo9711448

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[No abstract available]

引用

页码：8572 / 8574

页数：3

共 16 条

[1] Synthesis of 1-deoxy-4-thio-L-ribose starting from D-arabitol [J].

Altenbach, HJ ;

Merhof, GF .

TETRAHEDRON-ASYMMETRY, 1996, 7 (11) :3087-3090

[2] SYNTHETIC APPROACHES TO STEREOISOMERS AND ANALOGS OF CASTANOSPERMINE [J].

BURGESS, K ;

HENDERSON, I .

TETRAHEDRON, 1992, 48 (20) :4045-4066

[3] STEREOSPECIFIC TRANS-ANNULAR CYCLIZATION OF (Z)-THIACYCLOOCT-4-ENES AND (E)-THIACYCLOOCT-4-ENES - SYNTHESIS AND C-13 NUCLEAR MAGNETIC-RESONANCE SPECTRA OF SUBSTITUTED CIS-1-THIONIABICYCLO[3.3.0]OCTANE SALTS - CONFORMATIONAL-ANALYSIS (FORCE-FIELD) OF (E)-THIACYCLOOCT-4-ENE AND ITS 2-METHYL DERIVATIVES AND 3-METHYL DERIVATIVESSU [J].

CALDERONI, C ;

CERE, V ;

POLLICINO, S ;

SANDRI, E ;

FAVA, A ;

GUERRA, M .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (13) :2641-2649

[4] TRANS-ANNULAR ADDITION OF ALPHA-THIA CARBANIONS TO UNACTIVATED DOUBLE-BONDS .5. SYNTHESIS OF (9R,10S)-TRANS-1-THIADECALIN [J].

CERE, V ;

PAOLUCCI, C ;

POLLICINO, S ;

SANDRI, E ;

FAVA, A .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (24) :5689-5694

[5] Formation of cyclic sulfonium salts by Me(3)SiI-promoted intramolecular displacement of hydroxide or methoxide by sulfide. Ring contraction thiepane->thiolane [J].

Cere, V ;

Pollicino, S ;

Fava, A .

TETRAHEDRON, 1996, 52 (16) :5989-5998

[6] OLEFIN INVERSION - PROTECTION OF THE SULFIDE FUNCTION IN THE STEREOSPECIFIC SYNTHESIS OF TRANS-THIACYCLOOCT-4-ENE [J].

CERE, V ;

GUENZI, A ;

POLLICINO, S ;

SANDRI, E ;

FAVA, A .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (02) :261-264

[7]

COPE AC, 1996, REV CHEM SOC, V20, P119

[8]

DEGROOT A, 1969, RECL TRAV CHIM PAY-B, V88, P994

[9] THIOSUGARS FROM D-MANNITOL [J].

FUZIER, M ;

LEMERRER, Y ;

DEPEZAY, JC .

TETRAHEDRON LETTERS, 1995, 36 (36) :6443-6446

[10]

JOUNG ME, 1977, J ORG CHEM, V42, P3761

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