Strategies to control alkoxy radical-initiated relay cyclizations for the synthesis of oxygenated tetrahydrofuran motifs

Journal of Organic Chemistry

Volumn 80, Issue 2, 2015, Pages 965-979

  Zhu, Hai ^a   Leung, Joe C T ^a   Sammis, Glenn M ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ATOMS; FREE RADICAL REACTIONS; OXYGEN;

ALKOXY RADICALS; CARBON ANALOGUES; CHEMICAL EQUATIONS; DIASTEREO-SELECTIVITY; HYDROGEN ATOM TRANSFERS (HAT); RAPID CONSTRUCTION; TETRA-HYDROFURAN; TETRAHYDROFURANS;

CYCLIZATION;

(4 METHYL 5 PHENYLTETRAHYDROFURAN 2 YL)METHANOL; 2 (9 PHENYLNON 8 ENYLOXY) 2H ISOINDOLINE 1,3 DIONE; 2 [(2 ETHOXYPENT 4 YN 1 YL)OXY]ISOINDOLINE 1,3 DIONE; 2 [(2 METHOXYPENT 4 EN 1 YL)OXY]ISOINDOLINE 1,3 DIONE; 2 [(2 METHOXYPENT 4 YN 1 YL)OXY]ISOINDOLINE 1,3 DIONE; 2 [4 [(3 PHENYLBUT 3 EN 1 YL)OXY]BUTOXY]ISOINDOLINE 1,3 DIONE; 2 [4 [(4 PHENYLBUT 3 EN 1 YL)OXY]BUTOXY]ISOINDOLINE 1,3 DIONE; 2 [4 [[4 [(TERT BUTYLDIMETHYLSILYL)OXY]BUT 3 EN 1 YL]OXY]BUTOXY]ISOINDOLINE 1,3 DIONE; 2 [[2 (BENZYLOXY)PENT 4 EN 1 YL]OXY]ISOINDOLINE 1,3 DIONE; 2 [[2 (BENZYLOXY)PENT 4 YN 1 YL]OXY]ISOINDOLINE 1,3 DIONE; 2 [[2 (ETHOXY)PENT 4 EN 1 YL]OXY]ISOINDOLINE 1,3 DIONE; 2 [[5 (ALLYLOXY)PENTYL]OXY]ISOINDOLINE 1,3 DIONE; 2 [[5 (BUT 3 EN 1 YLOXY)PENTAN 2YL]OXY]ISOINDOLINE 1,3 DIONE; 2 [[9 [(TERT BUTYLDIMETHYLSILYL)OXY]NON 8 EN 1 YL]OXY]ISOINDOLINE 1,3 DIONE; 3 (3 BENZYLTETRAHYDROFURAN 2 YL)PROPAN 1 OL; 3 (4 PHENYLTETRAHYDRO 2H PYRAN 2 YL)PROPAN 1 OL; 3 [3 [[(TERT BUTYLDIMETHYLSILYL)OXY]METHYL]TETRAHYDROFURAN 2 YL]PROPAN 1 OL; 33 [2 [[(TERT BUTYLDIMETHYLSILYL)OXY]METHYL]CYCLOPENTYL]PROPAN 1 OL; 4 (3 METHYLTETRAHYDROFURAN 2 YL)BUTAN 1 OL; 4 (4 HYDROXYBUTOXY)BUTYL 4 METHYLBENZENESULFONATE; 4 (BUT 3 ENYLOXY)BUTAN 1 OL; 4 [(3 PHENYLBUT 3 EN 1 YL)OXY]BUTAN 1 OL; 4 [(4 PHENYLBUT 3 EN 1 YL)OXY]BUTAN 1 OL; 4 [4 [(TERT BUTYLDIMETHYLSILYL)OXY]BUTOXY]BUTAN 1 OL; 4 [4 [(TERT BUTYLDIMETHYLSILYL)OXY]BUTOXY]BUTYL 4 METHYLBENZENESULFONATE; METHYL[[4 (3 METHYLTETRAHYDROFURAN 2 YL)BUTAN 2 YL]OXY]DIPHENYLSILANE; RADICAL; TETRAHYDROFURAN DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG; [3 (2 BENZYLCYCLOPENTYL)PROPOXY](TER -BUTYL)DIMETHYLSILANE; ALCOHOL DERIVATIVE; ALKOXYL RADICAL; AMPHIDINOLIDE K; FURAN DERIVATIVE; HYDROGEN; MACROLIDE;

ALLYLATION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CIS ISOMER; CYCLIZATION; DIASTEREOISOMER; DRUG SUBSTITUTION; MITSUNOBU REACTION; OXYGENATION; RADICAL REACTION; STEREOCHEMISTRY; SYNTHESIS; TRANS ISOMER; CHEMICAL STRUCTURE; CHEMISTRY;

ALCOHOLS; CYCLIZATION; FURANS; HYDROGEN; MACROLIDES; MOLECULAR STRUCTURE;

EID: 84921303914     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo502499a     Document Type: Article

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