REARRANGEMENT APPROACHES TO CYCLIC SKELETONS .6. TOTAL SYNTHESIS OF (+/-)-PTILOCAULIN ON THE BASIS OF FORMAL BRIDGEHEAD SUBSTITUTION AND PHOTOCHEMICAL [1,3] ACYL MIGRATION OF A BICYCLO[3.2.2]NON-6-EN-2-ONE SYSTEM

被引：18

作者：

UYEHARA, T

FURUTA, T

KABAWAWA, Y

YAMADA, J

KATO, T

YAMAMOTO, Y

机构：

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1988年 / 53卷 / 16期

关键词：

D O I：

10.1021/jo00251a004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：3669 / 3673

页数：5

共 15 条

[1] CONFORMATIONAL-ANALYSIS .130. MM2 - HYDROCARBON FORCE-FIELD UTILIZING V1 AND V2 TORSIONAL TERMS [J].

ALLINGER, NL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (25) :8127-8134

[2]

BRAUN LM, 1971, J ORG CHEM, V36, P2388

[3] LITHIUM TRI-SEC-BUTYLBOROHYDRIDE - NEW REAGENT FOR REDUCTION OF CYCLIC AND BICYCLIC KETONES WITH SUPER STEREOSELECTIVITY - REMARKABLY SIMPLE AND PRACTICAL PROCEDURE FOR CONVERSION OF KETONES TO ALCOHOLS IN EXCEPTIONALLY HIGH STEREOCHEMICAL PURITY [J].

BROWN, HC ;

KRISHNAMURTHY, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (20) :7159-+

[4]

COLLINS JC, 1968, TETRAHEDRON LETT, P3363

[5] PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES [J].

COREY, EJ ;

VENKATESWARLU, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) :6190-+

[6] PTILOCAULIN AND ISOPTILOCAULIN, ANTI-MICROBIAL AND CYTO-TOXIC CYCLIC GUANIDINES FROM THE CARIBBEAN SPONGE PTILOCAULIS AFF P SPICULIFER (LAMARCK, 1814) [J].

HARBOUR, GC ;

TYMIAK, AA ;

RINEHART, KL ;

SHAW, PD ;

HUGHES, RG ;

MIZSAK, SA ;

COATS, JH ;

ZURENKO, GE ;

LI, LH ;

KUENTZEL, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (18) :5604-5606

[7] STEREOSELECTIVE SYNTHESIS OF PTILOCAULIN AND ITS 7-EPIMER [J].

HASSNER, A ;

MURTHY, KSK .

TETRAHEDRON LETTERS, 1986, 27 (12) :1407-1410

[8] TOTAL SYNTHESIS OF (-)-PTILOCAULIN [J].

ROUSH, WR ;

WALTS, AE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (03) :721-723

[9]

ROUSH WR, 1985, TETRAHEDRON, V41, P3463

[10] THE TOTAL SYNTHESIS OF (+/-)-PTILOCAULIN [J].

SNIDER, BB ;

FAITH, WC .

TETRAHEDRON LETTERS, 1983, 24 (09) :861-864

← 1 2 →