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Volumn 35, Issue 17, 1994, Pages 2663-2666

Acid catalyzed intramolecular Diels-Alder reactions in lithium perchlorate-diethyl ether: Enhanced reaction rates and diastereoselectivity

Author keywords

[No Author keywords available]

Indexed keywords

NAPHTHALENE DERIVATIVE; POLYCYCLIC HYDROCARBON;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0028271324 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)77000-6 Document Type: Article

Times cited : (44)

References (15)

1
- 0000494830
- Dramatic rate accelerations of Diels-Alder reactions in 5 M lithium perchlorate-diethyl ether: the cantharidin problem reexamined
- (1990) Journal of the American Chemical Society , vol.112 , pp. 4595
- Grieco¹ Nunes² Gaul³

3
- 0000663761
- The lithium perchlorate-diethyl ether rate acceleration of the Diels-Alder reaction: Lewis acid catalysis by lithium ion
- (1991) Journal of the American Chemical Society , vol.113 , pp. 2761
- Forman¹ Dailey²

4
- 0001219984
- Catalysis with inorganic cations. 2. The effect of some perchlorates on Diels-Alder reaction rates
- (1993) Journal of the American Chemical Society , vol.115 , pp. 8002
- Casaschi¹ Desimoni² Faita³ Invernizzi⁴ Lenati⁵ Righetti⁶

5
- 0027380321
- Diels-alder reactions enhanced diastereofacial selectivity in 5.0 M LiClO4-Et2O approach to the construction of the isoindolone nucleus of cytochalasans
- (1993) Tetrahedron Letters , vol.34 , pp. 7367
- Grieco¹ Beck²

6
- 84912906808
- For recent reviews on the intramolecular Diels-Alder reaction see
- (1984) Org. Reactions , vol.32 , pp. 1
- Ciganek¹

7
- 0000048482
- B.M. Trost, I. Fleming, Pergamon, Oxford, chapter 4.4
- (1991) Comprehensive Organic Synthesis , vol.5 , pp. 513-550
- Roush¹

8
- 0013176884
- Stereoselectivities of thermal and Lewis acid catalyzed intramolecular Diels-Alder reactions of internally activated dienophiles to form 5–11 membered rings
- (1986) Tetrahedron Letters , vol.27 , pp. 4877
- Smith¹ Sakan² Houk³

9
- 0025979634
- LiBF4: A mild lewis acid for intramolecular diels-alder reactions.
- (1991) Tetrahedron Letters , vol.32 , pp. 1549
- Smith¹ Houk²

10
- 84912902811
- 6 by treatment with 2-propenyl magnesium bromide in tetrahydrofuran followed by PCC oxidation.

11
- 0000208439
- Intramolecular Diels-Alder reaction of selenoaldehydes
- (1988) Tetrahedron Letters , vol.29 , pp. 6965
- Segi¹ Takahashi² Nakajima³ Suga⁴ Murai⁵ Sonoda⁶

12
- 0027192255
- Catalysis by lithium perchlorate in dichloromethane: Diels-Alder reactions and 1,3-Claisen rearrangements
- (1993) Tetrahedron , vol.49 , pp. 6025
- Reetz¹ Gansäuer²

13
- 84912925898
- We have examined a number of intramolecular Diels-Alder reactions in methylene chloride containing 1–30 mol% of lithium perchlorate and found that in the majority of cases studied reactions do not proceed to any appreciable extent (<10%) after 24 h at ambient temperature. (Unpublished work of S.T. Handy, Indiana University).

15
- 0343236420
- Functional group oxidation by pentavalent organobismuth reagents
- supplement No. 9
- (1981) Tetrahedron , vol.37 , pp. 73
- Barton¹ Kitchin² Lester³ Motherwell⁴ Papoula⁵

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.