SCOPUS 정보 검색 플랫폼

Synlett

Volumn , Issue 5, 2009, Pages 0790-0792

First stereoselective total synthesis of sporostatin and determination of absolute configuration

(5) Yadav, J S a Thrimurtulu, N a Uma Gayathri, K a Subba Reddy, B V a Prasad, A R a

a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY (India)

Author keywords

Cross metathesis; Homoallyl alcohol; Intramolecular Friedel Crafts reaction

Indexed keywords

ACRYLIC ACID; GRISEOFULVIN; M 5032; PROPYLENE OXIDE; UNCLASSIFIED DRUG;

ACYLATION; ARTICLE; DRUG DESIGN; DRUG DETERMINATION; DRUG STRUCTURE; DRUG SYNTHESIS; ESTERIFICATION; FRIEDEL CRAFTS REACTION; MOLECULAR INTERACTION; RING CLOSING METATHESIS; RING OPENING; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 62349115273 PISSN: 09365214 EISSN: 14372096 Source Type: Journal
DOI: 10.1055/s-0028-1087956 Document Type: Article

Times cited : (12)

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- S)-1,3-Dihydroxy-8-methyl-8,9-dihydro-5 H-7-oxabenzocyclodecene-6,12-dione (Sporostatin, 1) Iodine (0.52 g, 2.06 mmol) was added to a mixture of aluminum (0.074 g, 2.76 mmol) in dry benzene. The mixture was refluxed for 1 h, cooled to r.t, and then n-Bu4N+I, 0.0032 g, 0.0089 mmol) and compound 10 (0.020 g, 0.688 mmol) in dry benzene (8 mL) were added. The mixture was stirred for 45 min at 10°C and quenched with H2O. After acidification with 2 M HCl, the mixture was extracted with EtOAc (3 x 10 mL, The organic phase was washed with brine, dried over Na2SO 4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography on SiO2 (hexanes-EtOAc, 1:1) to afford the sporostatin (1, 0.017 mg, 95, as white solid, mp 198-200°C; [α]D25 -18.8 (c 0.5, MeOH, 1H NMR 300 MHz, DMSO, δ
- 4: 263.0919; found: 263.0916.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.