SCOPUS 정보 검색 플랫폼

Volumn 35, Issue 39, 1994, Pages 7259-7262

Predictive models for the overall 5-endo-trig iodocyclisation of homoallylic alcohols

Author keywords

[No Author keywords available]

Indexed keywords

FURAN DERIVATIVE; ORGANOIODINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0027978883 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/0040-4039(94)85376-2 Document Type: Article

Times cited : (54)

References (22)

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- Boivin¹

2
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- Harmange¹ Figadere²

5
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- Bartlett¹ Myerson²

6
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- See, for example
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- Williams¹ Grote² Harigaya³

8
- 0021859508
- (1985) Tetrahedron Lett. , vol.26 , pp. 3915
- Reitz¹ Nortey² Maryanoff³

11
- 37049107306
- A new easy method for the synthesis of cyclic halogenoethers and halogenolactones
- (1984) Journal of the Chemical Society, Chemical Communications , pp. 1070
- Srebnik¹ Mechoulam²

12
- 85083020006
- Halocyclization of Unsaturated Alcohols and Carboxylic Acids Using Bis(sym-collidine)iodine(I) Perchlorate
- (1988) Synthesis , pp. 862
- Evans¹ Magee² Schauble³

16
- 37049071800
- A stereoselective approach to annulated tetrahydrofurans by iodocyclisations of 2-alkenylcloalkan-1-ols
- (1994) Journal of the Chemical Society, Chemical Communications , pp. 719
- Barks¹ Knight² Weingarten³

17
- 79953897334
- Reagent-based stereocontrol in formation of substituted tetrahydrofurans
- (1992) Journal of the American Chemical Society , vol.114 , pp. 1084
- Lipshutz¹ Barton²

20
- 84913071419
- Yields refer to isolated products which showed correct spectroscopic and analytical data, with the exception of THF 22, which was not cleanly separated; hence the approximations in some of the NMR data for 22.

21
- 84913033259
- NOE data (%) [numbering system: BuCH(2); CIH(3) etc.]:- 19 H(2)-H(4), 3; H(2)-Me(5), 1.5; H(2)-H(3,5), ⪢1; H(3)-H(5), 2.5; H(3)-Me(4), 5; H(3)-H(4), ⪢1; H(4)-H(5), ⪢1; H(4)-Me(5) 4.5; H(5)-Me(4), 7; 20 H(2)-H(3), 8.5; H(2)-H(4), ∼0; H(2)-H(5), ⪢1; H(2)-Me(4), 5.5; H(2)-Me(5), 1; H(3)-H(4), 1; H(3)-H(5), ∼0; H(3)-Me(4), 4; H(3)-Me(5), 1.5; H(4)-H(5), 6; H(4)-Me(5), ∼0; H(5)-Me(4), ∼0; 21 H(2)-H(3), ⪢1; H(2)-H(4), 6; H(2)-H(5), 1; H(2)-Me(4), ∼0; H(2)-Me(5), ∼0; H(3)-H(4), 1; H(3)-H(5), ∼0; H(3)-Me(4), 7.5; H(3)-Me(5), 2.5; H(4)-H(5), 7.5; Me(4)-H(2,5), ∼0.

22
- 84913052281
- Correspondence with Professor Lipshutz has confirmed that he has reached the same conclusions; we are grateful for his helpful comments on our own work.

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