Synthesis of natural products containing spiroketals via intramolecular hydrogen abstraction

被引：57

作者：

Sperry, Jonathan ^{[1
]}

Liu, Yen-Cheng ^{[1
]}

Brimble, Margaret A. ^{[1
]}

机构：

[1] Univ Auckland, Dept Chem, Auckland, New Zealand

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 01期

关键词：

BIS-SPIROACETAL MOIETY; OXIDATIVE RADICAL CYCLIZATION; RING-SYSTEM PRESENT; NORTH-1; SIDE-CHAIN; SPIROLIDE-B; ALKOXY RADICALS; ATOM-TRANSFER; IODOSOBENZENE DIACETATE; SPIROSTAN SAPOGENINS; C-25; STEREOISOMERS;

D O I：

10.1039/b916041h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Although known for over a quarter of a century, the oxidative radical cyclisation route to spiroketals has found limited use in natural product synthesis in comparison to classical approaches. Its successful application in this field of research forms the subject of this perspective.

引用

页码：29 / 38

页数：10

共 50 条

[1] New strategies for natural products containing chroman spiroketals
Green, Jason C.
Burnett, G. Leslie
Pettus, Thomas R. R.
PURE AND APPLIED CHEMISTRY, 2012, 84 (07) : 1621 - 1631
[2] TOTAL SYNTHESES OF (+)-IPOMEAMARONE AND (-)-NGAIONE VIA NOVEL INTRAMOLECULAR HYDROGEN ABSTRACTION
SUGIMURA, T
TAI, A
KOGURO, K
TETRAHEDRON, 1994, 50 (40) : 11647 - 11658
[3] INTRAMOLECULAR HYDROGEN ABSTRACTION BY FUNCTIONALIZED ARYLCARBENES
KIRMSE, W
OZKIR, IS
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (19) : 7590 - 7591
[4] Synthesis of cyclopropane containing natural products
Donaldson, WA
TETRAHEDRON, 2001, 57 (41) : 8589 - 8627
[5] Intramolecular Heck reactions in natural products total synthesis
Overman, Larry E.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 231
[6] Intramolecular cycloaddition of nitrones in total synthesis of natural products
Yokoshima, Satoshi
NATURAL PRODUCT REPORTS, 2025,
[7] Intramolecular iodoetherification of ene or diene ketals: facile synthesis of spiroketals
Fujioka, Hiromichi
Nakahara, Kenji
Hirose, Hideki
Hirano, Kie
Oki, Tomohiro
Kita, Yasuyuki
CHEMICAL COMMUNICATIONS, 2011, 47 (03) : 1060 - 1062
[8] INTRAMOLECULAR HYDROGEN ABSTRACTION IN A PRIMARY ALKOXY RADICAL
JENNER, EL
JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (03): : 1031 - &
[9] INTRAMOLECULAR HYDROGEN ABSTRACTION AND INSERTION OF SINGLET ETHYLNITRENE
FUENO, T
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 1988, 47 : 143 - 149
[10] TOTAL SYNTHESIS OF TETRAHYDROPYRAN-CONTAINING NATURAL PRODUCTS EXPLOITING INTRAMOLECULAR OXA-CONJUGATE CYCLIZATION
Fuwa, Haruhiko
HETEROCYCLES, 2012, 85 (06) : 1255 - 1298

← 1 2 3 4 5 →